Ethyl α-l-sorboside

Natsumi Nagayama; Norito Taniguchi; Mao Matsumoto; Kei Takeshita; Tomohiko Ishii

doi:10.1107/S2414314620016259

Ethyl α-l-sorboside

IUCrdata. 2020 Dec 18;5(Pt 12):x201625. doi: 10.1107/S2414314620016259. eCollection 2020 Dec.

Authors

Natsumi Nagayama¹, Norito Taniguchi¹, Mao Matsumoto¹, Kei Takeshita², Tomohiko Ishii¹

Affiliations

¹ Department of Advanced Materials Science, Faculty of Engineering, Kagawa University, 2217-20 Hayashi-cho, Takamatsu, Kagawa 761-0396, Japan.
² Fushimi Pharmaceutical Co Ltd, 307 Minatomachi, Marugame, Kagawa 763-8605, Japan.

Abstract

Ethyl l-sorboside, C₈H₁₆O₆, was prepared from the rare sugar l-sorbose, C₆H₁₂O₆, and crystallized. It was confirmed that ethyl l-sorboside formed α-pyran-ose with a ² C ₅ conformation. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, forming a three-dimensional network. The unit-cell volume of the title ethyl α-l-sorboside is 940.63 Å³ (Z = 4), which is about 194.69 Å³ (26.1%) bigger than that of l-sorbose [745.94 Å³ (Z = 4)].

Keywords: alkyl sorboside; crystal structure; hydrogen bonding; rare sugar.

Grants and funding

The authors are grateful to Grants-in-Aid for Rare Sugar Research of Kagawa University and the Strategic Foundational Technology Improvement Support Operation (Supporting Industry Program) for financial support.